Middlebury Packages (Flight + Hotel)

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Top hotels in Middlebury

Essenhaus Inn & Conference Center

Essenhaus Inn & Conference Center

3.5 out of 5
240 Hwy 20 Middlebury IN
Fully refundableReserve now, pay when you stay
9.6/10 Exceptional! (1,001 reviews)
Our stay at this hotel was great. It was a very quiet place and the breakfast buffet here had a lot of variety and it was very tasty. The country style atmosphere of the place was very calming and appealing. There was a lot to see and purchase in the nearby shops. All in all my wife and I would recommend ...

Reviewed on 8 Feb 2026

Essenhaus Inn & Conference Center
Hampton Inn & Suites Middlebury

Hampton Inn & Suites Middlebury

2.5 out of 5
105 Crystal Heights Blvd Middlebury IN
Fully refundableReserve now, pay when you stay
The price is ฿3,415 per night from 22 Feb to 23 Feb
฿3,415
฿3,825 total
22 Feb - 23 Feb
includes taxes & fees
8.2/10 Very Good! (1,005 reviews)
The only thing that stood out was the herd of elephants staying above us.

Reviewed on 8 Feb 2026

Hampton Inn & Suites Middlebury
Blue Gate Garden Inn

Blue Gate Garden Inn

2.5 out of 5
800 South Van Buren Street Shipshewana IN
Fully refundableReserve now, pay when you stay
9.4/10 Exceptional! (1,446 reviews)
Everything was great

Reviewed on 11 Feb 2026

Blue Gate Garden Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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